North Side Vacations from $1,315

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Your North Side Vacation

Say farewell to the worries of planning and hello to a North Side vacation package. With everything organized before you take off, you can focus on discovering this city, starting with Renaissance, which is good for watersports, families and underwater activities. Starfish Beach, Grand Cayman Beaches and Rum Point Beach are just a few of the sights you'll want to see during your trip to North Side. Don't put off your visit to this city any longer. Your ultimate North Side vacation is a few clicks away with Expedia.

The Latest North Side Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Save 100% on your flight
per person
Dec 6 - Dec 13
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
8.4/10 Very Good! (1,000 reviews)
would liked to have seen more shade treesand/or huts on the beach

Reviewed on Aug 19, 2024

Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
per person
Dec 6 - Dec 13
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
10/10 Exceptional! (1 review)
Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
per person
Dec 6 - Dec 13
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.6/10 Exceptional! (37 reviews)
This is a super cute little group of homes with a pool on the water. Here are the things you won't know from the advertisement although you're on the water you can't swim it's covered in rocks and coral. Bring aquasocks if you plan on trying to go out on the water. The furniture in unit two in the living room needs to be replaced you sit on the couch or love seat and you sink in. Beds and pillow are very good. Ac is good. Dishwasher needs updating. If you dont know grand cayman this is a 40 minute ride from the nice area seven mile beach... when you land at the airport rent a car and do your shopping at the bigger soap or get down there the one near the house is very small. I'm not sure if it was from the recent wins before we got there but lots of seaweed on the beach. The views from the deck are fantastic Grill and kitchen appliances worked great for a small family

Reviewed on Jan 9, 2024

Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
per person
Dec 6 - Dec 13
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.8/10 Exceptional! (19 reviews)
This was one of the most beautiful properties. It was one of the best travel experiences we have had. They thought of everything. They went above and beyond. I would recommend to anyone

Reviewed on Jun 25, 2024

ONE Canal Point

ONE Canal Point

3.5 out of 5
Save 100% on your flight
per person
Dec 6 - Dec 13
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
10/10 Exceptional! (80 reviews)
We truly enjoyed everything about the Caymans and Canal Point. Food, everyone is so nice and it’s the quietest place ever!!

Reviewed on Aug 8, 2024

North Side Beach Vacation

Listen to the waves breaking onto the shore and stroll by the shimmering waters on your North Side vacation. If you need a break from daily life, a trip to North Side is your ticket to fun and relaxation. We have a great range of North Side packages to select from. Snap up one near Starfish Beach, just 4 miles (7 km) from the center of town, and live out your vacation dreams without hurting your budget.

Things You Should Know About North Side

  • If fresh ocean breezes and water views are your idea of a dreamy escape, why not think about one of our North Side beach hotels? Staying near the water is the perfect antidote to life's daily stresses.
  • Private vacation homes are another top choice for travelers planning a vacation in North Side. Two great examples are Ocean Paradise and Parrot-ise Villa by Cayman Vacation.
  • Don't forget to visit our North Side things to do page for some trip planning inspiration. With a population of around 1,200 in North Side, we're sure there'll be one or two locals who'll be pleased to give you some extra advice!
  • North Side vacation deals are one of the best ways to save on exciting experiences. Some ideas, such as Starfish Beach, Mastic Trail North Trailhead and Mastic Trail South Trailhead, belong at the very top of your must-do list.

North Side Essential Information

Language
English
Closest Airport
Owen Roberts Intl. Airport (GCM)
Population
1,200
Max Temp Winter
80ºF
Max Temp Summer
85ºF
Top Sights
Seven Mile Beach, Governors Beach and Camana Bay

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North Side Hotel Deals

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Rum Point
9.6/10 Exceptional! (106 reviews)
Beautiful, well stocked house!
"Sadly, our second week at this house was cut short by Hurricane Beryl, but our first week here was amazing. The house has absolutely everything you need for the beach. The pool was beautiful and we had coffee on the beach every morning. We love the slower pace of Rum Point and this house was so peaceful ..."

Reviewed on Jul 12, 2024

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The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!
CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!
North Side
10/10 Exceptional! (50 reviews)
Beautiful Memories
"This property is beyond beautiful! Quiet and peaceful! A must for anyone looking to just relax and take in the views. Roy was there resolving any concerns and check in was a breeze! Having groceries delivered prior to arriving was also a wonderful idea! Thank you for giving us a week of wonderful ..."

Reviewed on Sep 4, 2024

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CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!
Coco Kai Beach Front Villa with Heated Pool and Private Dock
Coco Kai Beach Front Villa with Heated Pool and Private Dock
North Side
9.8/10 Exceptional! (77 reviews)
Great Oceanside House
"Great property. Nice location."

Reviewed on Jul 14, 2024

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Coco Kai Beach Front Villa with Heated Pool and Private Dock
See all 1,356 properties in North Side
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a North Side vacation package cost?
You’ll find cheap prices from $1,315 on Expedia for your North Side break. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to North Side costs.
What are the cheapest months to go to North Side?
If you’d like to snag a cheap North Side vacation package, consider traveling in January, September and December. You’ll usually find better rates on flights and hotels during these months — perfect for budget-conscious travelers.
How many days is enough for North Side?
With around 6 days, you’ll have enough time to enjoy popular neighborhoods like Brinkleys and Breakers during your North Side vacation. Be sure to also add Star Fish Point and Cayman Kai Public Beach to your must-do list. Looking for more adventures? Consider exploring outside of North Side on day trips and tours.
Is it worth booking a vacation package to North Side?
North Side has everything you need for a fantastic break — nature, dining and watersports are just the start. Whether you want to visit attractions like Mastic Trail North Trailhead and Babylon, or venture off the beaten track, there’s plenty to do on your North Side vacation.
How to find the best North Side package deals?
Use Expedia’s handy filters to find some tempting North Side package deals. When you start your search, simply set your maximum budget and then order the results by “Price: low to high.” If you’re looking to save, plan your escape for midweek, or browse for North Side package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it’s usually best to book your vacation package as early as possible.
Is it cheaper to book a North Side vacation as a package?
You can enjoy significant savings on your next North Side retreat by booking a customized vacation package. Check the “Package” heading, then select your travel dates and destination to see the best airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to North Side?
If you have your North Side vacation dates finalized, book early to bag some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are great for quick escapes.
How to plan a trip to North Side?

  1. Choose when to travel: Check your schedule and get your bags packed. Your favorite time of year and the activities available will also help you decide when to vacation in North Side.
  2. Set a budget: Factor in costs such as transportation, flights and meals when working out how much to save for your trip to North Side. Then, pick a hotel that works with your budget, whether that’s an affordable stay or a more upscale getaway.
  3. Explore North Side using our trip planning tool: Gain insights into the leading attractions and best hotels for your trip to North Side. You can also save your favorite locations, collaborate with friends and family and arrange all your plans in one place.
  4. Decide how long to go for: Now that you’re more familiar with North Side, you can figure out the perfect length of your vacation. Put together a draft plan and allocate enough time to get through everything on your must-do list.
  5. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customized North Side vacation package.
  6. Add on excursions and experiences: Have a look at our travel guide to find some exciting things to do in North Side. Book tickets or make reservations as soon as you can to save time and skip the hassle of trying to find activities once you arrive.

Does Expedia offer Book Now, Pay Later North Side vacation packages?
Your North Side getaway should be a relaxing escape from your daily routine, not a source of money worries. So to allow you a bit more flexibility, we’ve partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

Discover the most popular places to visit in North Side

Image for Starfish Beach

Starfish Beach

4/5(293 reviews)

If a restful vacation is part of your travel plans, Starfish Beach might be the perfect place to seek out during your trip to Rum Point. Wander the area's seaside or simply enjoy one of its seafood restaurants.

Starfish Beach
Image for Queen Elizabeth II Botanic Park

Queen Elizabeth II Botanic Park

4/5(10 reviews)

Enjoy the beautiful coral reefs and explore Queen Elizabeth II Botanic Park, a lovely green space in Breakers. Stroll along the seaside in this relaxing area, or check out its top-notch restaurants.

Queen Elizabeth II Botanic Park
Image for Cayman Kai Public Beach

Cayman Kai Public Beach

Why not spend a lazy afternoon at Cayman Kai Public Beach during your trip to Rum Point? Amble around the area's beautiful beaches or seek out the snorkeling spots.

Cayman Kai Public Beach

What to do in North Side

Image for Cayman Ultimate Tour: Stingray City, Snorkeling & Beach Lunch

Cayman Ultimate Tour: Stingray City, Snorkeling & Beach Lunch

$170
Per adult
Cayman Ultimate Tour: Stingray City, Snorkeling & Beach Lunch
Image for Cayman Private Luxury Charters - Stingray City, Snorkel, & More

Cayman Private Luxury Charters - Stingray City, Snorkel, & More

$760
Per adult
Cayman Private Luxury Charters - Stingray City, Snorkel, & More
Image for Private: Bioluminescence Tour

Private: Bioluminescence Tour

$599
Per adult
Private: Bioluminescence Tour
See all activities in North Side

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.